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Wineries with Tastings in Milton, WI

3 of the 5 wineries, breweries, distilleries and wine bars we list in Milton have tastings.

A winery's map listing shows the category but not whether tastings are actually open to walk-ins, require an appointment, or are only offered on certain days — that detail usually lives on the winery's own tasting-room page, not in any searchable field. Every winery here has tastings confirmed straight from the winery's own website or posted tasting menu.

  1. Rubber Ducky Winery & Country Market

    232 S Janesville St, Milton, WI 53563-1529

    Mon-Thu 12-7p Fri 11-9p Sat 11-7p Sun 11-5p

    TastingsFood servedOutdoor seatingPrivate events
    Call Website Directions

  2. Timber Hill Winery

    8220 N John Paul Rd, Milton, WI 53563-9241

    Mon-Thu 11-7pm Fri-Sat 11-9pm Sun 10:30-5pm

    TastingsFood servedOutdoor seatingPrivate events
    Call Website Directions

  3. Northleaf Winery

    232 S Janesville St, Milton, WI 53563-1529

    Mon-Thu 12-7p Fri 11-9p Sat 11-7p Sun 11-5p

    TastingsFood servedOutdoor seatingPrivate events
    Call Website Directions
Call or check the website before you drive out — many tasting rooms require reservations, especially on weekends. Expect a tasting fee somewhere in the $15-40 per person range at most wineries, often waived or credited toward a bottle purchase.

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Good to know

Do I need a reservation for a wine tasting?

It depends on the winery — smaller or boutique operations often require reservations, especially on weekends and during harvest season, while larger tasting rooms may take walk-ins. Checking the winery's website or calling ahead is the safest way to avoid being turned away.

How much does a wine tasting cost?

Most tasting fees run somewhere between $15 and $40 per person for a flight of four to six pours, though some wineries waive the fee with a bottle purchase. Reserve or sit-down tastings tend to cost more than a standard bar-style tasting.